Potassium Iodide → 1-[2-(3,4-dihydro-1(2H)-benzopyran-4-yl)ethyl]-4-(3,4-dimethoxyphenyl)piperazine dihydrochloride

HRID 1110791Notes

Reaction equation

HRID 1110791 reaction equation
Br[CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][C:7]2[CH:10]=[CH:11]C=[CH:13][C:6]=2O1.[ClH:14].Cl.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[CH:21]=[CH:22][C:23]=1[O:24][CH3:25].[C:32](=[O:35])([O-])[O-].[K+].[K+].[I-].[K+]>CC(=O)CC>[ClH:14].[ClH:14].[O:35]1[C:32]2[CH:2]=[CH:3][CH:4]=[CH:9][C:8]=2[CH:7]([CH2:10][CH2:11][N:29]2[CH2:28][CH2:27][N:26]([C:20]3[CH:21]=[CH:22][C:23]([O:24][CH3:25])=[C:18]([O:17][CH3:16])[CH:19]=3)[CH2:31][CH2:30]2)[CH2:6][CH2:13]1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 217564812-bromoethyl-3,4-dihydro-(2H)-benzopyranHCID 226254071-(3,4-Dimethoxyphenyl)piperazine dihydrochloride

Product 1

HCID 221542731-[2-(3,4-dihydro-1(2H)-benzopyran-4-yl)ethyl]-4-(3,4-dimethoxyphenyl)piperazine dihydrochloride

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

The A isomer of 1-[2-(3,4-dihydro-1(2H)-benzopyran-4-yl)ethyl]-4-(3,4-dimethoxyphenyl)piperazine dihydrochloride is prepared by following the procedure of Example 1 but starting with the A isomer of 4-(2-bromoethyl -3,4-dihydro-(2H)-benzopyran (0.86 g), 1-(3,4-dimethoxyphenyl)piperazine dihydrochloride (1.10 g) and then dry potassium carbonate (1.38 g) and potassium iodide (0.6 g) in 2-butanone (15 cc).

Sources & evidence

ORD record
ord-32caed68eb754ebabc0c6b73733237c8
Source dataset
uspto-grants-1990_12
Patent number
US04977166

Reaction notes

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